Hey Brian,
Did you smooth over the nose rib as in the attached page from section 5? I would try to put the fwd most cleco in each rib on one side, then one cleco in each rib on the opposite side. Slowly work your way aft, back and forth. In your second picture you have a gap on the bottom. Take out all the clecos except the fwd most one, on each rib, and then transfer that gap to the other side. Slow and steady. Sometimes you have to push the rib fwd to get that first cleco in. I’ve also used a scratch owl to Gently persuade the rib hole into alignment with the skin hole. You may have to do that a little on each rib before you can get a cleco in.
As far as the dent goes, I use a teaspoon with tape on it and a little lubricant. Massage it back in. Get it close, painter will fix the rest.
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